Monday, 08/03/2015
Varsity Girls Golf
  First Day of Tryouts
more info
Varsity Girls Volleyball
  Tryouts
Varsity Boys Golf
  First Day of Tryouts
more info
Tuesday, 08/04/2015
Varsity Girls Volleyball
  Tryouts
Monday, 08/10/2015
Varsity Swim and Dive
  First Team Practice- Swimming 4:00 pm - 6:00 pm Diving 5:30 pm - 7:30 pm
Monday, 08/17/2015
Varsity Swim and Dive
  Team Orientation
Thursday, 08/20/2015
Varsity Girls Volleyball
  Pre-Season Tournament
more info
Saturday, 08/22/2015
Varsity Girls Volleyball
  Pre-Season Tournament
more info
Monday, 08/24/2015
Middle School Swim and Dive
  First Day of Practice
Tuesday, 08/25/2015
Varsity Boys Golf
  vs. Alonso High School
vs. Robinson High School
more info
Thursday, 08/27/2015
Varsity Girls Volleyball
  vs. Berkeley Prep
BHSN Game of the Week
more info
Varsity Boys Golf
  vs. Northside Christian High School
more info

Headmasters' Challenge logo

Check back for information about the 2016 match-up at Tampa Prep!

History of the Headmasters' Challenge
Remembering the intense rivalry between Deerfield Academy (where Tampa Prep’s Former Headmaster, Gordon MacLeod, taught) and Choate (where Berkeley’s Headmaster Joseph Merluzzi taught), Mr. MacLeod suggested that a similar day be developed between Tampa Prep and Berkeley. Mr. Merluzzi readily agreed, acknowledging the fun and good competition that resulted from the Deerfield-Choate day and the possibility for Tampa Prep and Berkeley to have the same experience. The prize the schools would compete for was the Headmasters Cup, which would reside at the winning school for the year.

Tampa Prep hosted the inaugural Headmasters' Challenge on January 10, 2004. The competition featured 15 winter sports from middle division, junior varsity and varsity.

Headmasters' Challenge Results

2004 @Tampa Prep (Winner: Berkeley Prep Score:12-7)

2005 @Berkeley Prep (Winner: Berkeley Prep Score: 11.5-8.5)

2006 @Tampa Prep (Winner: Tampa Prep Score: 15.5-4.5)

2007 @Berkeley Prep (Winner: Tampa Prep Score: 10.5-9.5)

2008 @Tampa Prep (Winner: Berkeley Prep Score: 12-9)

2009 @Berkeley Prep (Winner: Berkeley Prep Score: 17.5-3.5)

2010 @Tampa Prep (Winner: Berkeley Prep Score: 12-7)

2011 @ Berkeley Prep (Winner: Tampa Prep Score 10.5-9.5)

2012 @ Tampa Prep (Winner: Tampa Prep Score 13.5-6.5)

2013 @ Berkeley Prep (Winner: Berkeley Prep 12-10)

2014 @ Tampa Prep (Tied 9.5-9.5)

2015 @ Berkeley Prep (Winner: Berkeley Prep 13-6)

More than just a college preparatory school...a preparation for life with a higher purpose than self

  • Tampa Preparatory School
  • Grades 6-12
  • tel 813 251 8481
  • 727 West Cass St, Tampa, FL, 33606
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